So, although I refuse to go to Cons myself (for multitudinous reasons), I do devour all information that comes out of them...even if that means destroying my "no spoilers except preview clips!" rule.
Because of that, I've got some thinky thoughts about the rest of the season. Now, because I'm only speculating based on what was said at the Cons - PLEASE DO NOT COMMENT WITH SPOILERS!! I do not know what Episode 100 is about, I do not know what Special Guest Stars are appearing before this season closes out...so please don't spoil those surprises for me. I ONLY know what was said at the LA Con this past weekend. (Oh, I also follow one of the production staff on Twitter, but they never spoil anything...except today they said the finale was "worse than Dean going to hell")
It looks like it's going to be a cliffhanger. I could have guess this, I suppose, because I've read the companion books, and interviews with Kripke, and he's said that he thought the S2 finale was the weakest one because there was no immediate unresolved danger at the end of it. It's interesting to think of the Supernatural cliffhangers, because they COULD just be the finale of the show (except arguably S3).
In S1, they actually didn't know if they were coming back or not when they filmed the end. So, the series could have very well ran one season and ended with the Winchesters failing to kill YED, but learning that family was more important than revenge, and then getting killed in a car accident. S2 had a PARTIAL cliffhanger with Dean only having a year to live - but if the show hadn't come back for S3, you could assume that he got out of it somehow. S3 had Dean going to hell - which, I admit, could also be the end of the series...but they knew they were coming back for 4 (at least I think they did). S4's finale had Lucifer rising, which, I suppose, also could have been an end, but a very unsatisfying one.
The reason I'm talking about Season Finale's being possible ends, was because I WANTED S1 to S5 to be a complete unit. That way, if the new story-arc in S6 sucked, I would have this nice little package of a great story-arc. Except, all evidence points to the fact that S5 is going to be a cliff-hanger, so maybe it won't be all wrapped up in a bow?
Or...maybe it will....
We've also had numerous years of Jensen and Jared stating that Sam and Dean should go out like "Butch Cassidy and the Sundance Kid." Seriously, how many times have we heard this from them? I'm not saying their wrong - I agree. They are right for many reasons. Chief among them: Sam and Dean have to die at the same time - it's the only humane way to have it happen. Even if they grew old and died, one can't die before the other.
Is there anyone who hasn't seen Butch Cassidy and the Sundance Kid? I'm about to spoil the ending for you if you haven't.
The thing about Butch Cassidy and the Sundance Kid is that you don't actually SEE them die. It freezes frame as they run out of their hiding spot, and you hear the rain of bullets. So, what I'm thinking is that S5 will end much the same way - Sam and Dean will be in some epic battle (I really hope not with each other, but Con-panel evidence points to the contrary)...and there will be the APPEARANCE that they both die.
Cue S6, and you have some deus-ex-machina save them (much like S5's opening, which was quite literal to the term). In which case, S1 to S5 WOULD be a nice little package, it would just have a tragic end.
How tragic though? In the commentary for the Pilot, Kripke said that Supernatural's moral was that "family is hell", but at the Chicago Con in the summer, Kripke stated that family was going to save the world...the boys fighting with each other caused the apocalypse, the boys reconciling would stop the apocalypse. So, this is what I hope will happen:
Whether they say yes or no, evidence points to the fact that the boys will be fighting in the season finale. Jensen even went as far to say that him and Jared were filming a fight scene together very recently (he was describing how well he and Jared do fight scenes because they know each other so well - we also know that at the point there will be something wrong with one of Dean's eyes, because Jensen said he couldn't see out of one of his eyes while they were fighting). My guess is that it will look dire up until the VERY END, when the boys will HOPEFULLY come together with a good plan, or bond, or whatever, and end up defeating their enemies - however, it will look like they are destroyed in the process. So, we will get a nail biter, but with a good message...and then a tragic (but suitable) end.
Then S6 will have to figure out how to resurrect them.
Anyway, that's what I hope happens. Because I really don't want to go out of S5 on a completely depressing note, like S3 and S4. Even if everyone dies, I still want there to be a message there that family is important and the boys love each other (and are aware that they love each other).